Cited by 53Origins and Evolution of LifeEnzyme Catalysis and ImmobilizationCatalysis for Biomass Conversion

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Hydroxyapatite: catalyst for a one-pot pentose formation

Usami, K., Okamoto, A.·2017·Organic & Biomolecular Chemistry

DOI 10.1039/c7ob02051a

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Abstract

One of the possible synthetic routes to pentoses is the formose reaction pathway from C1 and C2 carbon sources, but preferential ribose generation in a one-pot reaction without any control of conditions has not been reported. We have tested a one-pot pentose formation and analyzed the products and mechanism in the reaction, using 1 H-NMR and mass spectrometry. Hydroxyapatite (HAp), which consists of phosphate and calcium ions, worked continuously for cross-aldol reactions and Lobry de Bruyn-van Ekenstein transformations to yield ribose from formaldehyde and glycolaldehyde. The continuous reaction proceeds in one pot in hot water only in the presence of a HAp catalyst, without any fine pH control or any complicated condition control at each reaction step. Ribose production by HAp may be a reason why a pentose backbone was incorporated into nucleic acids in the prebiotic world.

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Authors: Usami, K., & Okamoto, A.
Affiliations: The University of Tokyo (JP)
Research Center for Advanced Science and Technology, The University of Tokyo (JP)
Corresponding author: Okamoto, A.
ORCID: Okamoto, A.
Venue: Organic & Biomolecular Chemistry
Publisher: Royal Society of Chemistry (RSC)
Published: 2017
Volume: 15
Issue: 42
Pages: 8888-8893
ISSN: 1477-0520 (ISSN-L)
1477-0539
DOI: 10.1039/c7ob02051a
OpenAlex: W2760693987
Cited by: 53
References: 18
Citations by year: 2026: 2 · 2025: 10 · 2024: 4 · 2023: 11 · 2022: 8 · 2021: 3 · 2020: 6 · 2019: 7 · 2018: 2
FWCI: 2.24
Type: journal article
Language: en
Open access: closed
Locations: Organic & Biomolecular Chemistry (publishedVersion)
PubMed (publishedVersion)
Funders: Japan Society for the Promotion of Science (Grant-in-Aid for Scientific Research on Innovative)
Topics: Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
Physical Sciences › Chemical Engineering › Catalysis › Catalysis for Biomass Conversion
Keywords: hydroxyapatite, heterogeneous catalysis, cross-aldol reaction, ribose synthesis, formaldehyde, glycolaldehyde, one-pot synthesis, prebiotic chemistry
MeSH terms: Catalysis, Pentoses, Molecular Structure, Durapatite

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Hydroxyapatite: catalyst for a one-pot pentose formation

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